LT3420B - A method of producing herbicidal granular products - Google Patents

Abstract

The invention relates to a method of producing granular mixtures which contain herbicides known per se, the activator used being a solid composition in which the activator ingredients are either impregnated into and/or mixed with a carrier material.

Description

The present invention relates to granular herbicide products consisting of carbamoyloxyphenylcarbamates and / or substituted benzofurans known per se as active ingredients, surfactants (PAMs), suspending agents, inert carriers and possible other auxiliary agents such as stabilizers, foam inhibitors, coloring agents. and protective materials by production. These active ingredients are insoluble in water, but since they act most on the leaves, their aqueous solutions are sprayed on the plants. For this reason, water-dispersible granules are prepared to form a homogeneous nebulizer suspension when diluted with water.

Carbamoyloxyphenylcarbamates and benzofuran herbicides are generally formulated as emulsion concentrates in which the active ingredient is dissolved in organic solvents and, with the help of solution emulsifiers, can mix with water to form an emulsion. However, this technology unfortunately has disadvantages due to the toxicity of the products, depending on the organic solvents they are poisonous, the products are easily ignited and the stable non-crystallizing aqueous emulsion of the product is difficult to obtain. Crystallization is a typical specific property of methyl 3-tolylcarbamoyloxyphenylcarbamate.

Forms of formulations in which the active ingredients are not useful in dissolved form, which generally avoids toxicity, flammability, packaging and storage problems, and, in particular in the case of foliar herbicides, need high penetration and translocation properties to achieve adequate biological activity. properties. Hydrolysis is often also useless. The active ingredient molecules in the liquid are much more effective than solids through waxes and cutaneous layers.

Therefore, insoluble particles of the active ingredient need to be comminuted as much as possible and their penetration and translocation properties improved with oils, organic solvent impurities and surfactants. Exceptional amounts of these auxiliary reagents are required to achieve the required biological effect with carbamoyloxyphenylcarbamates. In order to achieve a biological effect and a suspension which is as stable as possible in the water dispersed granules, the active ingredient is crushed to a maximum extent, usually up to 1-5 micron particles in an air jet and in suspension mills.

In its solid form, the active ingredient may be in the form of a liquid suspension in water granules, having the disadvantage of being water-soluble or in the form of a concentrate or dispersant. Liquid form often has storage problems, problems of use due to high viscosity and residues in incompletely emptied containers. The latter deficiency is turning into an important ecological problem when it comes to disposing of used containers. These problems are avoided by the use of solid, dispersible liquid granules. In addition, pellets can be packed in materials such as cardboard, which is less polluting and therefore easier to dispose of in empty packages.

granules persistent, poisonous

In addition to the chemical stability of the active ingredients, the main properties of water dispersible granules are good water dispersion, which is sufficient to prevent dust, granule bulk and drying during storage or use. In addition to the water-insoluble carrier, the granules may contain, in addition to a water-insoluble carrier, dispersants, suspending agents, wetting agents, protective foams, and drying agents, carbamoyloxyphenylcarbamates containing methyl-3-m-tolylcarbamoyl reactants. Of course, the best-known are xiphenylcarbamate, commonly called phenmedipham, and ethyl-3-phenylcarbamoyloxyphenylcarbamate, known as desmedipham (BP 679, 283),

wherein R _x and R ₂ = CH ₃ or R _L = H and R ₂ = CH ₂ CH are selective and have good herbicidal properties. These active ingredients may be used singly or in combination with one another and / or with other combative means, in particular to combat weeds, in the cultivation of sugar beet.

The above-mentioned active ingredients are prepared as emulsion concentrates as standard. In order to avoid organic solvents and since phenmedipham tends to crystallize when diluted with water, the aim is to make these active ingredients in water

Known in water (US 3,920,442), as well as the production of herbicidal granules, dispersible granules, dispersible granules, as well as the production of dispersible granular triazines having crystallising properties of surfactant (PAM) (US 4,197,112), or granules having improved physical properties active ingredients (EP 201, 417). Dispersible carbamoyloxyphenylcarbamates are unprofitable because it is difficult to give the product a sufficient biological effect because the ratio of liquid oil and / or surfactant to active ingredient is very high (about 1: 1) and is technically uneconomic.

It is known that a good biological effect can be achieved by water dispersible granules made from certain active herbicide ingredients. However, with carbamoyloxyphenylcarbamates, these methods cannot achieve a sufficient biological effect.

Unexpectedly, it has been found that the use of water dispersible granules containing carbamoyloxyphenylcarbamates not only achieves the above properties of the granules but also significantly enhances them by producing a product in the form of granules or tablets with carrier impregnated with an activator and dispersed evenly or in layers. in the form of tablets, or in the form of a core, in the form of granules or tablets. Alternatively, the individual granule or tablet may be made from a liquid activator and a carrier. These pellets, when mixed with the pellets containing the active ingredient, may be placed together in a single container as a mixture of pellets which are sufficiently uniformly distributed to form a single product or used as a separately formulated reagent in a tank mix. The individual tablet may be formulated with the active ingredient pellet or tablet to form a combined mixture for use.

With the use of an activator, the biological effect of solid carbamoyloxyphenylcarbamate impregnated into a carrier is enhanced to a greater extent than that of a non-impregnated activator, as observed in both greenhouse and field tests.

The activator carrier can be used for substances that adsorb large quantities of substances of natural origin, silicates, clays (alumina atapulgite, montmorillonite, mica, inorganic oils such as base), diatomite, bentonite, talc, kaolin, lime, gypsum and water-insoluble or soluble salts.

On the other hand, the carrier can use naturally occurring porous organic materials such as ground wood or corn cobs, shredded coconut or almond shells, ground olive peels, crushed grain shells, cellulose, starches and alginates, or modified natural-derived polymers, such as lignin, cellulose, starch derivatives and cyclodextrins, or synthetic polymers such as polyacrylates, polyacrylamides, polyvinyl derivatives, maleic acid polymers, polyurethanes, polylactides and glycolic acid polymers.

The activator may be incorporated into a carrier material by coating the impregnated particles with a polymer such as polyvinyl alcohol or with sugar or sugar alcohol based materials such as lactose, CMC or sorbitol. The removal rate of the activator can also be adjusted in this way.

The liquid activator can also be incorporated into capsules, which can then be used in granules. Encapsulation methods are common. The durability of the granules and their resistance to degradation can be affected by coating materials. On the other hand, they can also help improve the bulk of the product.

The activator containing PAN and / or oil is not important for the granulation process and is primarily intended to enhance the biological activity of the material.

The activator may be present in an amount of from 1 to 80% by weight of the granules, preferably 0.5 to 5 times the amount of carbamoyloxyphenylcarbamate present.

The activator may be in a solid or liquid state (at 20 ° C) and in this case may be impregnated into a carrier or incorporated into a mixture to be granulated. Optionally, it may be impregnated or otherwise added to the material after granulation.

The activator may contain anionic, cationic, ion-free or ampholytic PAMs, or in combination with mineral oils, vegetable oils or animal fats. The proportion in the activator may be 2 to 100%, preferably 50 to 100%. The oil may be present in an amount of 0 to 98%, preferably 0 to 50%.

Anionic PAMs may include alkylsulfonates, alkylarylsulfonates, sulfate ethers, fatty alcohol sulfates, sulfate esters of sulfocarboxylic acids and their derivatives, alkyl glycerol ether sulfonates, sulfoesters, sulfonamides and monobasic diesters of phosphoric acid, bile acids and their salts.

Cationic PAMs may include alkylamines or acrylarylamines, alkyl or alkylaryl imidazolines, and alkylaminamides.

The ionic PAMs may include fatty alcohol ethoxylates, fatty acid ethoxylates, alkylarylethoxylates, alkyl sugar ethoxylates, alkylamino or alkylarylamine polyglycol ethers, fatty acid amide derivatives, fatty acid diethanolamides or polydiethanolamides, mono-, di- and triglyceride derivatives, based on silicon.

Ampholytic PAMs may include alkyl or alkylaryl-betaine derivatives, alkyl or alkylaryl-polyglycine derivatives, alkylamide and alkylarylamide carboxylates, and alkylamino and alkylarylamine sulfonates. PAM containing fluorine may also be used.

The oily substances may be mineral oils, preferably of low viscosity for easy penetration into the carrier. On the other hand, oil must not significantly impede crop growth. It is most useful to use low aromatized paraffin oils, such as Neutral solvent 150, Εχχοη. The oily substance can be vegetable oils or their hydrolysis products, such as soy oil or soy oil fatty acid blend. The oil may also contain phospholipids and sterols.

The oily substance may be of animal origin, in this case the fat is preferably high in unsaturated fatty acids or their glycerides.

It is a prerequisite for granulating the active ingredient or the active ingredient and its carrier containing activators, or for granulating the carrier or active ingredient or activator, that the granulated material is completely comminuted.

The material can be crushed, for example, when dry, in an air-jet mill, and in the case of a slurry, it is important that the size is machine-made. To achieve a biological effect, the average solids particle size is approximately 10 µm and the active ingredient is preferably 5 µη (measured by Coulter'n apparatus).

For granulation, reagents which can be used to accelerate the formation of granules and the rapid disintegration of granules can be used for the granulation by dispersing the wettable granules and preparing a solution at the time of use, and also reagents to inhibit the foaming of the solution used. Because the active ingredient is degraded in an alkaline medium, inorganic or organic pH-controlling reagents such as phosphoric acid or its salts and citric acid are added to keep the pH below 7, preferably 3.5 to 5.5.

Additional granulating agents can be used in granules in which the active ingredient and activator are present in the same granule or in granules in which the active reagent and activator are in different granules.

Granule-accelerating reagents may be polymers such as polyvinylpyrrolidone and starch, and modified forms or salts thereof, such as ammonium sulfate or water-soluble organic compounds such as urea or gas-releasing substances such as carbonates.

Dispersants such as phenylsulfonates, alkylnaphthalenesulfonates and polymerized naphthalenesulfonates, polyacrylic acids and their salts, polyacrylamides, polyalkoxydiamine derivatives, polyethylene oxides, polypropylene oxide and polybutylene oxide and polybutylene oxide, and polybutylene oxide, are known to be used as granule suspension enhancing agents. The dispersants may comprise from 0.1 to 50%, preferably from 5 to 20%, of the granules.

Materials such as polyethylene glycol may be used to accelerate granulation. In this case, it is advantageous to add an activator-containing component which would constitute 1-20% of the resulting granules containing the active ingredient.

The foaming of the ready-to-use mixture can be controlled by foam inhibitors, such as those based on silicon. Preferably, such reagents comprise 0 to 0.5% of the pellet content.

More important known granulation techniques are disk granulation, pulverization drying (e.g. Niro), fluid bed granulation (e.g. Glatt and Schugi), mix granulation using a vertical mixer (e.g. Fielder) or a propeller mixer (e.g. Forberg). such as extrusion granulation (e.g., Nice) or compact granulation (e.g., Bepex machine) or centrifugal granulation (e.g., CF-granulator, Freund Industrial Co.) or pulverization granulation.

The activator can be embedded in a water dispersible tablet, in which case its size will depend on the matrix. Standard tablet compression includes rotary (Mansty) and eccentric tablet compression (Diaf).

Two or more of the above methods can be used for granulation and tablet production. The surface of the pellets can be mechanically reinforced by rounding the pellets, for example, using a spheronizer (Nice) or by coating the pellets with materials suitable for that purpose.

It is important that the pellets produced are dried. The product may be dried either in a granulating apparatus or in a separate drying apparatus (eg a fluid bed dryer). It is useful that the produced pellets have a moisture content of less than 5%, more preferably less than 1%.

The size of the final product granules may vary depending on the granulation method, up to about 10 mm on average, or significantly larger in the case of water dispersible granules.

It is obvious that the herbicides, insecticides, herbicides of other killing agents (such as phenmedipham and desmedipham) may also be added to the carbamoyloxyphenylcarbamates in the manufacture of granular material.

Killing agents may include anti-plant disease agents and growth regulators

Useful herbicides especially used for sugar beet cultivation such as ethofumesate, metamitron, chlordazone, lenazil, pyridate, metolachlorin, trichloroacetic acid, EPTC, quinmerac, cycloate, chlopiralide, fluroxypyr, isocarbimide, profane, butylfluazitope, trialate, dalapone, or propaquizaphob.

The materials of the present invention can be used after emergence of cereal seedlings. It is better to spray several times during the growing season. The appropriate amount of active ingredient per spray application is 0.1 to 1 kg per hectare, depending on the number of sprays.

The invention is explained in more detail by way of examples.

example

The individual granular phenmedium material may be prepared from a mixture of the following starting materials:

phenmedipham 80% lignin sulfonates 7.4% phenylsulfonates

7.0% Diatomite 2.0% Kaolin 3.6%

The starting materials for granulation are pre-ground in an air flow mill (Alpine). Granulation can be completed by squeezing (Nice), in which case the dry mixture is mixed with water, which represents 10% of the final amount. Diameter of matrix opening 1 mm. The extruded mixture is cut into pellets about 2 mm long, which can then be rounded off using a spheronizer. The material is dried in a fluid bed dryer. The material thus obtained is highly dispersible in water.

The suspension can be varied and the material transferred into a 100 ml tube filled with 100 (+ 25 ° C). When the granules moisten, 180 ° min.

test using a narrow graduated ml of distilled water tube of 1 g capacity at an angle of 30 times. Precipitation was observed after 1 min, 5 min and 10 min.

In the case of the above granules, after 1 min. after mixing 0.05 ml of precipitate was released, after 5 min. - 0.05 ml and after 10 min. - 0,05 ml of sediment.

The mean particle size of the suspension measured with the Coulter LS 130 was approximately 2 μιη.

For comparison, he determined the suspension properties of a commercial product called Goltix. Received values: 1 min 0.01 ml, after 5 min. - 0.1 ml, after 10 min. - 0.18 ml.

example

The individual granulated phenmedipham material may be prepared from a premixed mixture of the following starting materials:

f e rime d i f amas lignin sulfonate derivatives phenyl sulfonates

89%

7.2%

3.6%

This mixture can be granulated by drying using a 50% aqueous suspension of the mixture. Average pellet size

The pellet is a spherical shape previously determined by the size of the apparatus. The results of the suspension properties as described below are as follows: 1 min. - 0.15 ml, after 5 min. - 0.9 ml, after 10 min. - 1.2 ml. The average particle size of the suspension is 3 µm.

example

The individual granulated phenmedipham material may be prepared by disk granulation from the starting materials mentioned in Example 1. In this case, the granulated mixture is moistened with water, which was 10% by dry weight. The results of the suspension properties are as follows: 1 min. 0.02 ml, after 5 min. - 0.15 ml, after 10 min. - 0.25 ml. The average particle size of the suspension is approximately 3 μιη.

example

Individual granules containing an activator may be made from pre-ground carrier mixture granules prepared by disk granulation and having:

of silicic acid (precipitated, for example, Zeolthix 265) 85% ammonium sulfate 2% sodium chloride 6% lignin sulfonate 2% phenyl sulfonate 5% and saturated with activator solution (mixture A) consisting of:

alkyl sorbitol ethoxylate 42% fatty alcohol ethoxylate 21% ethoxylated fatty acid esters 8% ethoxylated fatty acid phosphate esters 5% alkylarylsulfonic acid 5% alkylaminethoxylate 4% paraffin oil 15% 1: 1.5 5

The individual pellets containing the activator may also be mixed with the pellets of the above formulation containing the active ingredients to form a single pellet mixture or may be prepared separately by blending them in tanks. Such pellets dispersed moderately in water.

example

Granule material containing phenmedipham and activator may be prepared from a mixture of starting materials containing:

phenmedipham 16.0% lignin sulfonates 2.6% phenyl sulfonates 5.5% urea 7.0% kaolin 5.5% diatomaceous earth 5.0% blend B 50.4% polyethylene glycol 8.0%

Composition B:

silicic acid (precipitated) 37.5% bentonite 2.5% fatty alcohols ethoxylates 16.0% polyoxyethylene sorbitol 33.8% paraffin oil 5.1% alkylamine ethoxylates 5.1%

The mixture granulates in a disk where it is heated to + 70 ° C and cooled to room temperature. The suspension properties of the substance are moderate.

example

The layered pellets containing phenmedipham and 10 activators may be prepared from a mixture of:

phenmedipham lignin sulfonate phenyl sulfonate kaolin diatomite polyethylene glycol mixture B

16.0%

2.7%

5, 3%

15, 5%

5.0%

5.0%

50.4% (as in Example 5)

Mixture B, together with the auxiliary component polyethylene glycol, is used as a coating of granules made from other starting materials at + 70 ° C in a disk granulator. The pellet suspension has moderate properties.

example

Granules containing phenmedipham and activator may be made by extrusion from a mixture of starting materials containing:

phenmedipham 32.0% lignin sulfonate 7.4% phenyl sulfonate 2.0% kaolin 1.1% diatomite 2.0% naphthenesulfonate 2.0% blend C 50.0%

Composition of mixture C:

silicic acid (precipitated) 34.0% phenylsulfonates 0.8% ammonium sulfate 0.8% sodium chloride 1.6% lignin sulfonates 0.8% naphthenesulfonates 2.0% mixture A 60.0%

The suspension has the following properties: 1 min. - 0.15 ml, after 5 min. 0.3 ml, after 10 min. 0.4 ml.

example

Granular material containing phenmedipham and desmedipham may be prepared from a mixture of:

phenmedipham 60.0% desmedipham 20.0% lignin sulfonates 5.9% phenylsulfonates 5.6% kaolin 4.0% diatomite 2.0%

The suspension properties of the granular material are as follows; in 1 min - 0.01 ml, after 5 min. - 0.02 ml, after 10 min. 0.03 ml.

Example 9a

Granular material containing phenmedipham and ethofumesate may be prepared by disk granulation from a mixture of:

phenmedipham 32.0% ethofumesate 40.0% lignin sulfonates 6.0% phenylsulfonates 5.0% naphthenesulfonates 9.0% bentonite 0.2% urea 7.8%

The pellet suspension has the following properties: 1 min. - 0.01 ml, after 5 min. - 0.03 ml, after 10 min. - 0.04 ml.

Example 9b

Granules containing phenmedipham and ethofumesate may be prepared by disk granulation from a mixture of:

phenmedipham 35.0% ethofumesate 34.7% of lignin sulfonates 5.9% phenylsulfonates 5,6% diatomaceous earth 2.0% kaolin 16.8% Properties of suspension 5 min - 0.5 ml, after such as: 1 min. - 0.15 ml, after 10 min - 0.8 ml. Example 10 Granules containing phenmedipham and metamitron may be prepared by blending granularly from a mixture, containing: phenmedipham 16.0% metamitron 64.0% of lignin sulfonates 5.9% phenylsulfonates 5,6% diatomaceous earth 2.0% kaolin 6.5%

The pellet suspension has the following properties: 1 min. 0.01 mL, after 5 min. - 0.02 ml, after 10 min. - 0.03 ml.

Example 11a

Granular material containing phenmedipham and chlordazone may be prepared by disk granulation from a mixture of:

phenmedipham

25.0%

of chlordazone 50, 0% of lignin sulfonates 5.9% phenylsulfonates 5,6% diatomaceous earth 1.1% kaolin 12, 4% The pellet capacity is as follows: 1 min. - 0.03 ml, after 5 min.

- 0.10 ml, after 10 min. 0.15 ml.

Example 11b

Granular material containing phenmedipham and chlordazone may be prepared by disk granulation from a mixture of:

phenmedipham 20.0% chlordazone 60.0% lignin sulfonates 5.9% phenyl sulfonates 5,6% diatomite 1.1% kaolin 7.4%

The suspension properties of the product are as follows: 1 min. 0.03 mL, after 5 min. - 0.10 ml, after 10 min. 0.15 ml.

example

Granules containing phenmedipham, desmedipham and chlordazone can be prepared by disk granulation

from a mixture containing: phenmedipham 12.0% desmedipham 3.0% of chlordazone 45, 0%

lignin sulfonates 5.9% phenyl sulfonates 7.0% fluorinated surfactant 2.0% alkylaryl betaine 5.0% diatomite 1.0% kaolin 19.1%

The suspension capacity of the pellets is as follows: 1 min.

0.1 ml, after 5 min. - 0.35 ml, after 10 min. 0.45 ml.

example

Tablets containing phenmedipham and an activator may be compressed at a pressure of 300 kg / cm2 from a mixture of:

phenmedipham 24.0% lignin sulfonate 5.9% phenylsulfonate 3.0% naphthenesulfonate 4.5% potassium hydrogen phosphate 6.0% sodium carbonate 5.0% magnesium stearate 1.0% blend C 50.0% kaolin 0.6%

The tablet can be made in a 50mm diameter form, using 30g of the mixture.

The suspension properties of the tablet are modest when the dispersion of the tablet is visually observed in a 500 mL separating funnel with 300 mL water.

Biological experiments

The activity of the substances produced by these recipes has been tested by acting on the weeds commonly encountered in the cultivation of sugar beets such as Amaranthus retroflexus, Brassica napus, Chenopodium album and Stellaria media. During the experiment, four dishes per individual weed species were used for each trial. Efficacy was assessed using typical rating principles on a scale from 0 to 10, where 10 corresponds to complete plant destruction. Described the values of the results obtained in the four vessels.

Sugar beet (Beta vulgaris) was evaluated for lesion susceptibility on the same scale.

test

Compared a mixture of phenmedipham granules (as in Example 1) and an activator granule (as in Example 4) with the commercially available phenmedipham concentrate (Kemifam).

The same amount of the active ingredient, 640 grams of active ingredient per hectare was used in the tests, 7 days after spraying.

containing the biological effects of the emulsion, the effect of the active ingredient

Active ingredient Efficiency material per hectare AR BN CA. SM BV Kemifam 4 1 5.7 7.8 9.8 7.0 1.0 Example 1 0.8 kg 0.7 0.0 0.0 3.0 0.0 Example 1 0, 8 kg + Example 4 1.5 kg 4.0 8.0 8.3 7.7 0.3 Example 1 0.8 kg + Example 4 3.0 kg 7.3 8.2 8.7 7.2 1.0

- Amaranthus retroflexus where AR

BN - Brassica napus CA. - Chenopodium album SM - Stellaria media BV - Beta vulgaris

The results show that granular phenmedipham without activator is biologically ineffective. On the other hand, granular activators are capable of activating granular phenmedipham to such an extent that the same amount (3.8 kg compared to 4 l) of Amaranthus retroflexus, Brassica napus and Stellaria media is greater than that available on the market and the sugar beet is very vulnerable. .

test

In this test, the efficacy of phenmedipham and activator granular products was compared with that of the commercially available emulsion concentrate (Kemifam) and the commercially available suspension concentrate (Betaflow). In all trials, the active ingredient was used at 640 g per hectare. Rated 14 days after spray.

Test Material

Kemifam

Betaflow sample example

Efficiency

AR BN

4

4

3

3

SM

BV where AR

Amaranthus retroflexus

BN - Brassica napus

SM - Stellaria media

BV - Beta vulgaris

The results show that the biological effect of the granulated phenmedipham derivatives is equivalent to that of both proposed emulsion and suspension concentrates. Cereals are equally vulnerable.

test

This test compared the efficacy of a mixture of phenmedipham (69%) and desmedipham (20%) granular material (as in Example 8) and a granule containing activator (as in Example 4) with a commercially available phenmedipham (129 g / l) emulsion concentrate. and desmedipham (34 g / l). The active ingredient in Betanal Compact was 652 g per hectare, and E.g. 8+ Eg. 4 - 640 g per hectare. The effect was evaluated 14 days after spraying.

Test Material Efficacy

game agos per hectare AR BN CA. altogether BV Betanal Compact 4 1 5.5 7.2 7.0 19, 7 1.0 Example 8 0.8 kg + Example 4 3.8 kg 8.3 5.3 9.0 22, 6 1.0

where AR is Amaranthus retroflexus

BN - Brassica napus

CA - Chenopodium album

BV - Beta vulgaris

The test also found that a mixture of phenmedipham and desmedipham works even better than the corresponding substance in the emulsion concentrate. Sugar beet is equally damaged by both substances.

test

In this test, the performance of beads (as in Example 9) containing phenmedipham and ethofumesate and beads (as shown in Figure 4) containing the activator was compared with the commercially available Betaron concentrate emulsion containing 80 g / l phenmedipham and 100 g / l ethofumesate. The efficacy was evaluated 14 days after spraying. It used 640 g / ha of active ingredient for the test.

Test Material Efficacy

material per hectare AR BN SM BV Betaron 3, 6 1 5 6th 9th 1 Example 9b 0.81 kg 4 5 8th 1 Example 9b 0.81 kg + Example 4 0.67 kg 8th 7th 8th 1

where AR - Amaranthus retroflexus BN - Brassica napus SM - Stellaria media BV - Beta vulgaris

The test shows that an activator should also be added to the granulated mixture of phenmedipham and ethofumesate to achieve at least as good results as those currently available.

The damage caused is identical.

Test 5

This test compared the performance of granular material containing phenmedipham and metamitron (as in Example 10) and this product and the granular activator (as in Example 4) with a mixture obtained in tanks from a concentrated phenmedipham suspension material containing 160 g / L of active ingredient and granular metamitron ( Goltix) at a concentration of 700 g / kg. The amount of active ingredient per hectare was the same in all trials. Efficacy was evaluated 14 days after spraying.

Test Material Efficiency material per hectare AR BN SM BV phenmedipham 1.5 1 SC Goltix 1.37 kg 9.5 9.5 10th 0 Example 10 1.5 kg 7.0 7.0 9.0 0 Example 10 1.5 kg + Example 4 1.1 kg 7.0 9.0 9.5 0 where AR - Amaranthus retroflexus BN - Brassica napus SM - Stellaria media BV - Beta vulgaris Metamitron, which works and fucked on the ground , and

on leaves, no activators required, as opposed to phenmedipham; the indicator is the relatively high efficiency of the granular material (10). However, even in this case, the effect on Brassica napus is greatly increased by the addition of an activator.

In general, the use of granular material from phenmedipham + metemitron + activator achieves excellent selective biological effects without any symptoms of sugar beet damage.

test

This test compared the efficacy between a granular substance containing phenmedipham and chlordazone (as in Example 11b) at concentrations of 20 and 60%, respectively, and a granular activator of this substance (as in Example 4), and a suspension concentrate containing effective phenmedipham and chlordazone. concentrations of 100 and 300 g / 1 /. On the other hand, the significance of granular activator on the granular material of triple blend of phenmedipham, desmedipham and chlordazone was investigated. The amount of active ingredient per hectare was used

the same for all spray. during trials. The effect appreciated 14th days after Test Material Efficiency material per hectare SM AR BN BV phenmedipham SC Chlordazone 4.8 1 6, 0 8, 0 8, 0 0 Example 11b 2.4 kg 5, 0 4.0 3.0 0 Example 11b 2.4 kg + Example 4 2.3 kg 6, 0 6, 0 7.0 0 Example 12 3.2 kg 7.0 6, 0 5, 0 1.0 Example 12 3.2 kg + Example 4 2.3 kg 9.0 6, 0 7.5 1.0

where SM - Stellaria media AR - Amaranthus retroflexus BN - Brassica napus 20th BV - Beta vulgaris

The test clearly demonstrates how much the effect is enhanced by using a mixture of leaf-acting phenmedipham and soil-acting chlordazone. The same goes for

26th triple blend obtained by adding leaf-acting desmedipham to the two. Field tests Field test 1 earlier The purpose of the test was compare biological effects granular products, containing phenmedipham, with j au

of emulsions and suspension concentrates on the market.

The tests were conducted in accordance with field testing standards. Sprayed 3 times, all the time - after the beet sprouts appeared. The effect was visually inspected and compared to unaffected plants, rated 0. A value of 100 indicates the full effect. 480 g / ha of phenmedipham was used per spray application.

Test Material materials per hectare efficiency% 1 Kemifam (Phenmedipham 160 g / L, EC) 3x31 75 2 Batanal Plums (Phenmedipham 160 g / 1, SC) 3x31 83 3 Example 1 3 x 0.6 kg Example 4 3 x 1.15 kg 83 4 Example 1 3 x 0.6 kg Example 4 3 x 2.3 kg 93 5 Example 1 3 x 0.6 kg Example 4 Mixture A 3 x 1.4 kg 83 6 Example 7 3 x 1.5 kg 55 7 Example 7 3 x 1.5 kg Example 4 3 x 1.15 kg 81

Granular material containing the active ingredient used in combination with a granular activator at a total application rate of 1.75 kg / ha is as effective as suspension material when used at 3 1 / ha. The use of granular material with more activator to give a total amount of material of 2.75 kg / ha gave a much greater effect on the granular material than on the slurry material. In this test, the pellets containing the activator were prepared separately due to the technique used in the test, but it is clear that the pellets containing the active ingredient and the activator can be premixed to form a homogeneous mixture, prepared and presented as one.

Together with the granular material containing the active ingredient, a liquid activator was used to routinely obtain the mixture in the tanks as in Test 5. The activator pellets of Example 4 contain 60% of Mixture A, in which case the same amounts of liquid ingredient were used in Experiments 4 and 5. However, it has been unexpectedly observed that a solid carrier of granular material enhances the effect of activator granules on the efficiency of the active ingredient by up to 10%. It is also worth noting that this granular material is more than 10% more effective than a commercial suspension concentrate material and almost 20% more effective than a commercial concentrated emulsion material.

field test

This test compared the efficacy of granular materials containing phenmedipham and ethofumesate (ex. 9a) and activator (ex. 4) with the efficacy of a commercially available emulsion concentrate (Betaron). The whole test scheme is as in Field 1. It used 540 g per hectare of active ingredient per spray.

Test material efficiency per hectare material%

Betaron Phenmedipham 80 g / l Ethofumesate 100 g / L

3-31

Example 9a Example 4

- 0.75 kg 3 - 0.58 kg

Example 9a Example 4

3-0.75 kg 3 - 1.15 kg

Using 1.33 kg of granular material gave almost the same efficiency as using 3 l of emulsion concentrate. The use of a substance containing the active ingredient and the activator for spraying does not present any difficulty.

field test

This test compared the standard spraying programs used to grow sugar beet and the spraying efficiency of granular materials. Usually, in practice, phenmedipham, methamitron or ethofumesate are not used individually, but in mixtures in different proportions, depending on the type of weed.

Kemiron is an emulsion concentrate containing 200 g / l ethofumesate and granulated ethofumesate (EFU granules), a water dispersible granular material containing 65% of the active ingredient. The amounts of active ingredient per hectare were the same in both trials.

Standard spray plan:

1st spray: 1.5 1 Kemifam + 1 kg Goltix + 0.5 1 Kemiron

2nd spray: 1.5 1 Kemifam + 1 kg Goltix + 1.0 1 Kemiron

3rd Spray: 1.5 1 Kemifam + 0.5 kg Goltix + 1.0 1 Kemiron

Spraying plan for granular materials:

Spray 1: 0.2 kg 1 eg. + 1 kg Goltix + 1.15 kg EFU-Granules

2nd spray: 0.2 kg 1 eg. + 1 kg Goltix + 0.3 kg EFU-beads

3rd spraying: 0.2 kg 1 eg. + 0.5 kg Goltix + 0.3 kg EFU-beads used 1.15 kg 4 per spray eg.

Efficiency: 90% of the standard plan 89% granular spray plan

The results show that spraying with granular substances has the same effect as spraying with phenmedipham and ethofumesate, which are in the form of liquid emulsion-emulsion concentrates.

Claims (9)

DEFINITION OF INVENTION A method for preparing an active compound ingredient comprising a granular herbicide, methyl-3-m-tolylcarbamoyloxyphenylcarbamate or ethyl-3-phenylcarbamoyloxyphenylcarbamate as a herbicidally active compound, and / or both as an activator by mixing the activator with a solid. carrier and form a solid activator composition, the latter being mixed with the herbicidally active compound to form a herbicidal agent, said composition and said compound consisting of two separate solid phases and forming a herbicidal agent as follows: (a) forming granules consisting of a herbicidally active compound and applying a layer of a solid activator composition, or (b) forming granules consisting of a solid activator composition and coating them with a solid layer consisting of a herbicidally active compound; or c) forming first granules of the herbicidally active compound and second granules of the solid activator composition and mixing said first and second granules together. 2. A process according to claim 1, wherein the activator ingredient is a liquid which impregnates into a solid carrier. 3. A process according to claim 2, wherein the activator ingredient is a solid which is mixed with a solid carrier. 4. The Buddha according to 1 Claim 4 r i a n t i s in that carrier are of natural origin. 5. The way according to 1 Claim 4 r i a n t i s in that carrier is a synthetic material. 6. The way according to 1 Claim 4 r i a n t i s in that the activator ingredient activates the anionic, cationic, amphoteric or nonionic surfactants, or mixtures thereof. 7. A process according to claim 1, wherein the activator ingredient consists of mineral oils, vegetable oils, animal fats, their hydrolysis products or mixtures thereof. 8. The method of claim 1, wherein the surfactant is present in an amount of from 50 to 100% of the activator ingredient. 9. A process according to claim 1, wherein the proportion of oil in the activator ingredient is up to 50%, 10. The method of claim 1, wherein the proportion of the activator ingredient in the solid activator composition is 10-70%. 11. The method of claim 1, wherein the solid activator composition comprises adjuvants which disperse, wetting, granulating, stabilizing, adjusting the pH, or inhibiting foaming. 12. The method of claim 1, further comprising adding to said herbicidally active compounds other plant protection agents, such as chloradozone, metamitron or ethofumesate, which are incorporated into the same granules as the herbicidal active compounds or into individual granules.